Ag(I)-nimesulide | 1364966-82-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Ag(I)-nimesulide
• 英文别名: Silver;methylsulfonyl-(4-nitro-2-phenoxyphenyl)azanide
• CAS: 1364966-82-4
• 化学式: C₁₃H₁₁AgN₂O₅S
• 分子量: 415.175
• InChiKey: VNKLITNKPROELQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.35
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  98.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ag(I)-nimesulide 、 β-环糊精 以 乙醇 、 水 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  研究将 Ag(I)-尼美舒利复合物纳入 β-环糊精：溶液和固态研究

  摘要：

  目前的工作描述了通过捏合 (K) 和共蒸发 (CE) 方法制备的包含 β-CD 和尼美舒利银 (I) 配位络合物 (Ag-NMS) 的包合物系统的制备和表征。通过 DSC、XRD 和 IR 振动光谱测量的固态表征提供了形成真正夹杂物系统的显着证据。溶液测量提供了有关包含模式的信息。UV-Vis 光谱用于通过Scatchard 方法获得缔合常数，获得的值为370±2 L mol-1。1H NMR 光谱测量表明客体完全包含在腔中。对包合物进行了二维 NOESY 实验。光谱显示环糊精的 3-6 氢原子与 Ag-NMS 配位化合物中尼美舒利的苯氧基环的质子明显相关，这证实了包合物的形成。Ag-NMS和CE-[(Ag-NMS)·β-CD]包合物系统的抗菌活性通过井扩散法对大肠杆菌和铜绿假单胞菌（革兰氏阴性）和金黄色葡萄球菌（革兰氏阳性）进行评价致病性细菌菌株。观察到的数据显示 Ag-NMS 配位复合

  DOI：

  10.1007/s10847-013-0348-4
• 作为产物：
  描述：

  尼美舒利 、 silver nitrate 在 KOH 作用下， 以 水 为溶剂， 以89%的产率得到Ag(I)-nimesulide
  参考文献：
  名称：

  Synthesis, spectroscopic characterization, DFT studies and antibacterial assays of a novel silver(I) complex with the anti-inflammatory nimesulide

  摘要：

  A novel silver(I) complex with nimesulide (NMS) of composition AgC13H11N2O5S was synthesized and characterized by chemical and spectroscopic measurements, density functional theory (DFT) studies and biological assays. Infrared (IR), ESI-QTOF-mass spectrometric (MS) analyses and H-1, C-13 and [H-1-N-15] nuclear magnetic resonance (NMR) studies indicate that NMS acts as a bidentate ligand, being coordinated to Ag(I) through the nitrogen and one of the oxygen atoms of the sulphonamide group. The proposed structure based on the experimental data was confirmed as a minimum of the potential energy surface (PES) with the calculation of the hessians, showing no imaginary frequencies. Also, the theoretical IR spectra of the free ligand and of the silver(I) complex (Ag-NMS) are in a good agreement with the experimental data. Theoretical Time-Dependent DFT (TD-DFT) studies confirmed that the observed transitions in the UV-Vis spectra of the NMS and Ag-NMS are due to pi-pi* transitions. The antibacterial activity of Ag-NMS was evaluated by an antibiogram assay, using the disk diffusion method. The complex showed an effective antibacterial activity against Staphylococcus aureus (Gram-positive), and Escherichia coli and Pseudomonas aeruginosa (Gram-negative) pathogenic bacterial cells. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.02.002

文献信息

• Synthesis, spectroscopic characterization, DFT studies and antibacterial assays of a novel silver(I) complex with the anti-inflammatory nimesulide
  作者：Raphael E.F. de Paiva、Camilla Abbehausen、Alexandre F. Gomes、Fábio C. Gozzo、Wilton R. Lustri、André L.B. Formiga、Pedro P. Corbi

  DOI：10.1016/j.poly.2012.02.002

  日期：2012.4

  A novel silver(I) complex with nimesulide (NMS) of composition AgC13H11N2O5S was synthesized and characterized by chemical and spectroscopic measurements, density functional theory (DFT) studies and biological assays. Infrared (IR), ESI-QTOF-mass spectrometric (MS) analyses and H-1, C-13 and [H-1-N-15] nuclear magnetic resonance (NMR) studies indicate that NMS acts as a bidentate ligand, being coordinated to Ag(I) through the nitrogen and one of the oxygen atoms of the sulphonamide group. The proposed structure based on the experimental data was confirmed as a minimum of the potential energy surface (PES) with the calculation of the hessians, showing no imaginary frequencies. Also, the theoretical IR spectra of the free ligand and of the silver(I) complex (Ag-NMS) are in a good agreement with the experimental data. Theoretical Time-Dependent DFT (TD-DFT) studies confirmed that the observed transitions in the UV-Vis spectra of the NMS and Ag-NMS are due to pi-pi* transitions. The antibacterial activity of Ag-NMS was evaluated by an antibiogram assay, using the disk diffusion method. The complex showed an effective antibacterial activity against Staphylococcus aureus (Gram-positive), and Escherichia coli and Pseudomonas aeruginosa (Gram-negative) pathogenic bacterial cells. (c) 2012 Elsevier Ltd. All rights reserved.
• Investigating the inclusion of the Ag(I)-nimesulide complex into β-cyclodextrin: studies in solution and in the solid state
  作者：Raphael E. F. de Paiva、Camilla Abbehausen、Fernando R. G. Bergamini、Andre L. Thompson、Danilo A. Alves、Marcelo Lancellotti、Pedro P. Corbi

  DOI：10.1007/s10847-013-0348-4

  日期：2014.6

  characterization of inclusion systems involving β-CD and the silver(I) nimesulide coordination complex (Ag-NMS), prepared by kneading (K) and co-evaporation (CE) methods. Solid state characterization by DSC, XRD and IR vibrational spectroscopic measurements provided remarkable evidences of the formation of true inclusion systems. Solution measurements provided information about the inclusion mode. The

  目前的工作描述了通过捏合 (K) 和共蒸发 (CE) 方法制备的包含 β-CD 和尼美舒利银 (I) 配位络合物 (Ag-NMS) 的包合物系统的制备和表征。通过 DSC、XRD 和 IR 振动光谱测量的固态表征提供了形成真正夹杂物系统的显着证据。溶液测量提供了有关包含模式的信息。UV-Vis 光谱用于通过Scatchard 方法获得缔合常数，获得的值为370±2 L mol-1。1H NMR 光谱测量表明客体完全包含在腔中。对包合物进行了二维 NOESY 实验。光谱显示环糊精的 3-6 氢原子与 Ag-NMS 配位化合物中尼美舒利的苯氧基环的质子明显相关，这证实了包合物的形成。Ag-NMS和CE-[(Ag-NMS)·β-CD]包合物系统的抗菌活性通过井扩散法对大肠杆菌和铜绿假单胞菌（革兰氏阴性）和金黄色葡萄球菌（革兰氏阳性）进行评价致病性细菌菌株。观察到的数据显示 Ag-NMS 配位复合